ABSTRACT
Stability of levorin isolated and purified with the use of ionole phosphorus organic analogs having in their structure phosphate, phosphonate and phosphonite groups was studied. The compound having in its structure (in addition to tertiary butyl substitutes) the phosphonite group with the P-H bond increasing the compound antioxidant property was shown to have the highest stabilizing effect. The results of the study made it possible to recommend the use of the space complicated phenols with the structure fragments of the P-H bond type as antioxidants in production of levorin.
Subject(s)
Antifungal Agents/chemical synthesis , Butylated Hydroxytoluene/analogs & derivatives , Candicidin/chemical synthesis , Antifungal Agents/pharmacology , Antioxidants/chemistry , Candicidin/chemistry , Candicidin/pharmacology , Candida/drug effects , Drug Stability , Microbial Sensitivity Tests , Phosphorus/chemistry , Structure-Activity RelationshipABSTRACT
Reactions of levorin, a polyenic macrolide antibiotic, with aromatic aldehydes and hypophosphorous acid resulted in formation of its amino phenylphosphonium derivatives. Physicochemical and biological properties of the derivatives were studied. The levorin amino phenylphosphonium derivatives were shown to be low toxic and have antifungal and antiviral activities.
Subject(s)
Aldehydes/chemical synthesis , Amines/chemical synthesis , Candicidin/pharmacology , Fungi/drug effects , Mycoses/drug therapy , Organophosphonates/chemical synthesis , Virus Diseases/drug therapy , Viruses/drug effects , Aldehydes/chemistry , Amines/chemistry , Animals , Candicidin/chemical synthesis , Candicidin/chemistry , Candicidin/therapeutic use , Disease Models, Animal , In Vitro Techniques , Male , Mice , Mycoses/microbiology , Organophosphonates/chemistry , Virus Diseases/microbiologyABSTRACT
Levorin, an aromatic heptaenic antibiotic and sodium nitrite in solution of acetic acid formed a diazo compound. In the diazo reaction this compound interacted with beta-napthol or H-acid. The resulting azo compounds were readily soluble in organic solvents. In water their nitrites formed true solutions. The biological activity of the azo levorins was 100-200 times lower than that of the initial levorin. The physico-chemical characteristics of the azo levorins are presented.
